CHEBI:32419 - gadoleic acid

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ChEBI Name gadoleic acid
ChEBI ID CHEBI:32419
Definition An icosenoic acid having a cis- double bond at position 9.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H38O2
Net Charge 0
Average Mass 310.51450
Monoisotopic Mass 310.287
InChI InChI=1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h11-12H,2-10,13-19H2,1H3,(H,21,22)/b12-11-
InChIKey LQJBNNIYVWPHFW-QXMHVHEDSA-N
SMILES CCCCCCCCCC\C=C/CCCCCCCC(O)=O
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
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ChEBI Ontology
Outgoing gadoleic acid (CHEBI:32419) has role algal metabolite (CHEBI:84735)
gadoleic acid (CHEBI:32419) is a icosenoic acid (CHEBI:23902)
gadoleic acid (CHEBI:32419) is conjugate acid of gadoleate (CHEBI:32420)
Incoming 1-hexadecyl-2-[(9Z)-eicosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86432) has functional parent gadoleic acid (CHEBI:32419)
1-octadecyl-2-[(9Z)-eicosenoyl]-sn-glycero-3-phosphocholine (CHEBI:86438) has functional parent gadoleic acid (CHEBI:32419)
ethyl (9Z)-icosenoate (CHEBI:84864) has functional parent gadoleic acid (CHEBI:32419)
gadoleate (CHEBI:32420) is conjugate base of gadoleic acid (CHEBI:32419)
gadoleoyl group (CHEBI:32421) is substituent group from gadoleic acid (CHEBI:32419)
IUPAC Name
(9Z)-icos-9-enoic acid
Synonyms Sources
(Z)-eicos-9-enoic acid ChEBI
9c-Eicosensäure ChEBI
C20:1C ChEBI
cis-9-eicosenoic acid ChEBI
cis9-eicosenoic acid ChEBI
eicos-9c-enoic acid ChEBI
Eicos-9c-ensäure ChEBI
Manual Xref Database
LMFA01030084 LIPID MAPS
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Registry Numbers Types Sources
1727308 Beilstein Registry Number Beilstein
1727308 Reaxys Registry Number Reaxys
Last Modified
13 July 2015